(1S,3R,7R,9R,10S,12S,13R)-12-hydroxy-9,10-dimethyl-6-methylidene-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradecan-5-one

Details

• Internal ID: b40c8186-f0b1-48d9-b67e-4fd793cbf638
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,3R,7R,9R,10S,12S,13R)-12-hydroxy-9,10-dimethyl-6-methylidene-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradecan-5-one
• InChI: InChI=1S/C15H20O4/c1-7-4-10(16)12-15(19-12)6-11-9(5-14(7,15)3)8(2)13(17)18-11/h7,9-12,16H,2,4-6H2,1,3H3/t7-,9+,10-,11+,12+,14+,15+/m0/s1
• InChI Key: JBYJVCHAPROHHS-DCXQXJKJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6607	66.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5778	57.78%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9523	95.23%
P-glycoprotein inhibitior	-	0.8627	86.27%
P-glycoprotein substrate	-	0.8017	80.17%
CYP3A4 substrate	+	0.6119	61.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	+	0.5611	56.11%
CYP2C9 inhibition	-	0.8877	88.77%
CYP2C19 inhibition	-	0.8377	83.77%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.6878	68.78%
CYP2C8 inhibition	-	0.8520	85.20%
CYP inhibitory promiscuity	-	0.9249	92.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4723	47.23%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9561	95.61%
Skin irritation	+	0.4928	49.28%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.6024	60.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6670	66.70%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7542	75.42%
skin sensitisation	-	0.7369	73.69%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6138	61.38%
Acute Oral Toxicity (c)	I	0.3018	30.18%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.6175	61.75%
Thyroid receptor binding	-	0.5081	50.81%
Glucocorticoid receptor binding	+	0.6229	62.29%
Aromatase binding	+	0.6041	60.41%
PPAR gamma	+	0.5356	53.56%
Honey bee toxicity	-	0.7768	77.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.39%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.18%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.24%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.76%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.52%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.38%	96.61%
CHEMBL1902	P62942	FK506-binding protein 1A	84.03%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.39%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.59%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.55%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.46%	97.14%

Plants that contains it

• Ondetia linearis

Cross-Links

• PubChem: 14357578
• LOTUS: LTS0111441
• wikiData: Q105124646